6364. Nandinine
Nomenclature
CAS number: 572-76-9
(13aS)-5,8,13,13a-Tetrahydro-10-methoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-9-ol; 10-methoxy-2,3-(methylenedioxy)berbin-9-ol; 5,6,13,13a-tetrahydro-9-hydroxy-10-methoxy-2,3-(methylenedioxy)-8H-dibenzo[a,g]quinolizine; (+)-tetrahydroberberrubine. C19H19NO4; mol wt 325.36.
C 70.14%, H 5.89%, N 4.30%, O 19.67%.
Description and references
From root bark of Nandina domestica Thunb., Berberidaceae: Eijkman, Ber. 17, 441 (1884); Kitasato, J. Pharm. Soc. Jpn. 522, 1 (1925). Structure: idem, Acta Phytochim. 3, 175 (1927), C.A. 22, 1779 (1928); Sp"ath, Leithe, Ber. 63, 3007 (1930). Configuration: Corrodi, Hardegger, Helv. Chim. Acta 39, 889 (1956). Synthesis: Kametani et al., J. Chem. Soc. C 1969, 2036; eidem, J. Chem. Soc. Perkin Trans. 1 1977, 1151.
Properties
Crystals from chloroform + ether, mp 195-196°.Derivative
dl-Form.Nomenclature
CAS number: 17388-17-9